Improvements in Efficiency and Selectivity for C–F Bond Halogen-Exchange Reactions by Using Boron Reagents

Andrej Ćorković; Andreas Dorian; Florence J. Williams

doi:10.1055/a-1941-2205

Synlett, Table of Contents

Synlett 2023; 34(03): 193-202
DOI: 10.1055/a-1941-2205

synpacts

Improvements in Efficiency and Selectivity for C–F Bond Halogen-Exchange Reactions by Using Boron Reagents

Authors

Andrej Ćorković‡

^aUniversity of Iowa, Chemistry Building, Iowa City, IA 52246, USA
Andreas Dorian‡

^bUniversity of Alberta, 11227 Saskatchewan Drive, Edmonton, AB T6G-2G2, Canada
Florence J. Williams ∗

^aUniversity of Iowa, Chemistry Building, Iowa City, IA 52246, USA

Abstract

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Abstract

The use of boron Lewis acids as instigators of bond cleavage offers a number of synthetic possibilities. A unique feature of this class of reagents is the ability to functionalize otherwise inert C–F bonds. We summarize notable developments in C–F bond halogen exchange using Lewis acidic boron reagents and we conclude by featuring our group’s advances in activating CF₃ groups by using boron trihalides.

1 Introduction

2 Boron-Mediated Halogen Exchange

3 Mono-Selective C–F Activation

4 Conclusions

Key words

halogen exchange - boron trihalides - C–F bond activation - trifluoromethyl group activation - C–F functionalization - Lewis acids

Full Text

References

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